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Port of Spain

$185+ Cheap flights from Boston (BOS) to Port of Spain (POS)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 7/4. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — POS
Apr 30 — May 71
Wed 4/30
Wed 5/7
1 adult, Economy
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Cheapflights Tip: The best prices from Boston Logan Intl to Port of Spain Piarco Intl are usually found in September or October, booked 67 days in advance, depart on a Wednesday or Tuesday and return on a Thursday

Cheap flight deals from Boston to Port of Spain

Discover tips and strategies to find the most affordable flight options for your journey from Boston (BOS) to Port of Spain (POS). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated April 25, 2025.

Most accurate provider

AranGrant
3 stars

Most trusted provider

AranGrant
3 stars

Round-trip from

$417
(Air Canada)

One-way from

$185
(Air Canada)

Popular in

December

Cheapest in

September

Average price

$741
Provider with most accurate pricing for Boston Logan Intl-Port of Spain Piarco Intl flight deals.
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Provider most trusted by Cheapflights users for Boston Logan Intl-Port of Spain Piarco Intl flights.
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From Boston Logan Intl to Port of Spain Piarco Intl
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One-way flight from Boston Logan Intl to Port of Spain Piarco Intl
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Highest demand for flights based on searches. 4% potential increase in price ($32 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($22 potential savings vs. average RT price).
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Average for round-trip flights in April 2025
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Find flight deals from Boston to Port of Spain

Cheapest flights from Boston to Port of Spain
Explore the most affordable flight options available from Boston to Port of Spain. Find the lowest fares from popular airlines and budget airlines, with prices last updated on April 25, 2025.

This Air Canada deal was found by Cheapflights users on 4/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/510:20 amBOS - POS
2 stops15h 05mAir Canada
Fri 5/162:25 amPOS - BOS
1 stop9h 03mAir Canada
Deal found 4/24$417
This Copa Airlines deal was found by Cheapflights users on 4/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/118:47 amBOS - POS
1 stop17h 00mCopa Airlines
Sun 6/223:44 amPOS - BOS
1 stop15h 42mCopa Airlines
Deal found 4/25$432
This FlightHub deal was found by Cheapflights users on 4/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/166:00 amBOS - POS
1 stop19h 25mMultiple Airlines
Tue 6/243:44 amPOS - BOS
1 stop15h 42mMultiple Airlines
Deal found 4/24$474
This American Airlines deal was found by Cheapflights users on 4/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/117:21 amBOS - POS
1 stop14h 15mAmerican Airlines
Mon 6/237:09 amPOS - BOS
1 stop17h 26mAmerican Airlines
Deal found 4/25$524
This United Airlines deal was found by Cheapflights users on 4/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/117:15 amBOS - POS
1 stop16h 08mUnited Airlines
Tue 5/1312:30 amPOS - BOS
1 stop11h 57mUnited Airlines
Deal found 4/23$553
This JetBlue deal was found by Cheapflights users on 4/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/118:40 amBOS - POS
1 stop9h 44mJetBlue
Sat 7/267:29 pmPOS - BOS
1 stop13h 51mJetBlue
Deal found 4/24$565

Cheapflights Fare Finder

Customize your flight search to find flights from Boston to Port of Spain that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated April 25, 2025.
Use the filters below to find and compare flights from Boston to Port of Spain that are best for you.

Fly from

Boston

Fly to

Port of Spain

Route

Depart

Return

Price

BostonPort of Spain

BOS - POS

BOSPOS

Boston Logan Intl

Mon 5/5

10:20 am-1:25 am

2 stops15h 05m

Port of Spain Piarco Intl

Fri 5/16

2:25 am-11:28 am

1 stop9h 03m

$417

BostonPort of Spain

BOS - POS

BOSPOS

Boston Logan Intl

Wed 6/11

8:47 am-1:47 am

1 stop17h 00m

Port of Spain Piarco Intl

Sun 6/22

3:44 am-7:26 pm

1 stop15h 42m

$432

BostonPort of Spain

BOS - POS

BOSPOS

Boston Logan Intl

Mon 6/16

6:00 am-1:25 am

1 stop19h 25m

Port of Spain Piarco Intl

Tue 6/24

3:44 am-7:26 pm

1 stop15h 42m

$474

BostonPort of Spain

BOS - POS

BOSPOS

Boston Logan Intl

Wed 6/11

7:21 am-9:36 pm

1 stop14h 15m

Port of Spain Piarco Intl

Mon 6/23

7:09 am-12:35 am

1 stop17h 26m

$524

BostonPort of Spain

BOS - POS

BOSPOS

Boston Logan Intl

Sun 5/11

7:15 am-11:23 pm

1 stop16h 08m

Port of Spain Piarco Intl

Tue 5/13

12:30 am-12:27 pm

1 stop11h 57m

$553

BostonPort of Spain

BOS - POS

BOSPOS

Boston Logan Intl

Fri 7/11

8:40 am-6:24 pm

1 stop9h 44m

Port of Spain Piarco Intl

Sat 7/26

7:29 pm-9:20 am

1 stop13h 51m

$565

BostonPort of Spain

BOS - POS

BOSPOS

Boston Logan Intl

Fri 7/4

10:20 am-1:25 am

2 stops15h 05m

$185

BostonPort of Spain

BOS - POS

BOSPOS

Boston Logan Intl

Fri 7/4

9:51 am-9:36 pm

1 stop11h 45m

$236

BostonPort of Spain

BOS - POS

BOSPOS

Boston Logan Intl

Mon 5/5

7:52 pm-6:10 pm

1 stop22h 18m

$256

BostonPort of Spain

BOS - POS

BOSPOS

Boston Logan Intl

Tue 5/20

3:55 pm-1:47 am

1 stop9h 52m

$503

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/25

Compare providers for flights from Boston to Port of Spain

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Boston to Port of Spain in April.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*2 stars
eDreamsPrice Accuracy3 starsTrust Score*3 stars
AranGrantPrice Accuracy3 starsTrust Score*3 stars
CheapOairPrice Accuracy1 starTrust Score*3 stars
CheapfaremartPrice Accuracy-Trust Score*1 star
SmartFaresPrice Accuracy1 starTrust Score*1 star

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Boston-Port of Spain flights, users find the pricing of AranGrant to be most consistent on Cheapflights vs. AranGrant Users can find the same prices on Boston-Port of Spain flight deals on Cheapflights vs. AranGrant >95% of the time. Price accuracy is based on data collected from Boston-Port of Spain flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Boston-Port of Spain flights, Cheapflights users trust AranGrant the most. AranGrant has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Boston-Port of Spain flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

Best time to book a flight from Boston to Port of Spain

Have a flexible travel schedule? Discover the best time to fly to Port of Spain from Boston with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Boston to Port of Spain

How far ahead should I book a flight from Boston to Port of Spain?

Use this chart to determine the optimal time to book a round-trip flight from Boston to Port of Spain. Price data was last updated on April 18, 2025.

Booking 67 days in advance of your planned departure date is, on average, the best time to get cheap flights from Boston to Port of Spain. The general trend is that the closer you book to the departure date, the more expensive your flight will be.

What is the cheapest month to book a flight from Boston to Port of Spain?

Currently, October is the cheapest month in which you can book a flight from Boston to Port of Spain (average of $435). Flying from Boston to Port of Spain in December is currently the most expensive (average of $710). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from BOS to POS?

Find hourly flight availability from Boston to Port of Spain. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated April 25, 2025.

When flying from Boston to Port of Spain, the time of day you fly usually plays a role in the price. Save by searching for a flight in the morning, which can drop the price by up to 8% versus a flight in the evening.

What is the cheapest day to fly from Boston to Port of Spain?

Use this chart to determine the cheapest time to fly round-trip from Boston to Port of Spain. Price data was last updated on December 16, 2024.

Travelers seeking maximum savings on their Boston to Port of Spain flight should consider departing on Tuesday evenings when fares are most often at their lowest. Sunday evenings flights should be avoided if possible as fares are typically the most expensive at this time.

Rainfall in Port of Spain by month

Plan your trip to Port of Spain by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Port of Spain ranges from 1.2 - 9.8 inches per month. June is typically the wettest month, when rainfall can reach 9.8 in. March is typically the driest time to visit Port of Spain when rainfall is around 1.2 in.

Temperature in Port of Spain by month

Plan your trip to Port of Spain by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Port of Spain, use this chart to help with planning. For those seeking warmer temperatures, April is the ideal time of year to visit, when temperatures reach an average of 80.6 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 77.0 F).

Reviews of airlines servicing Port of Spain

Get insights into the airlines that provide service to Port of Spain. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Port of Spain. Reviews last updated April 25, 2025.
Peruse reviews from past customers who have flown with Copa Airlines, United Airlines and JetBlue from Boston to Port of Spain to help guide your decision. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Copa Airlines
7.6
Good
1,411 reviews

Entertainment

6.8

Boarding

7.8

Food

6.8

Crew

8.1

Overall

7.6

Comfort

7.4

Reviews

1 / 20
4.0
Okay

Anonymous,Jan 2025

PTY - ORD

Our first flight was good. The return flight is a different story. I picked and paid for seat 11D and then checked in with that same seat assignment. When I boarded the plain I somehow had lost that seat and was stuck in a middle seat that I was not happy with for a 5 hour flight. The food was terrible - I could not even eat the chicken and "cheese" sandwich it was so bad. The difference in the two flights was amazing - the one from the Chicago to Panama City was great - seating and food. The return flight was very different.
Copa Airlines
7.6
Good
1,411 reviews
Copa Airlines
7.6
Good
1,411 reviews

Entertainment

6.8

Boarding

7.8

Food

6.8

Crew

8.1

Overall

7.6

Comfort

7.4

Reviews

1 / 20
4.0
Okay

Anonymous,Jan 2025

PTY - ORD

Our first flight was good. The return flight is a different story. I picked and paid for seat 11D and then checked in with that same seat assignment. When I boarded the plain I somehow had lost that seat and was stuck in a middle seat that I was not happy with for a 5 hour flight. The food was terrible - I could not even eat the chicken and "cheese" sandwich it was so bad. The difference in the two flights was amazing - the one from the Chicago to Panama City was great - seating and food. The return flight was very different.
United Airlines
7.4
Good
8,685 reviews
Copa Airlines
7.6
Good
1,411 reviews

Entertainment

6.8

Boarding

7.8

Food

6.8

Crew

8.1

Overall

7.6

Comfort

7.4

Reviews

1 / 20
4.0
Okay

Anonymous,Jan 2025

PTY - ORD

Our first flight was good. The return flight is a different story. I picked and paid for seat 11D and then checked in with that same seat assignment. When I boarded the plain I somehow had lost that seat and was stuck in a middle seat that I was not happy with for a 5 hour flight. The food was terrible - I could not even eat the chicken and "cheese" sandwich it was so bad. The difference in the two flights was amazing - the one from the Chicago to Panama City was great - seating and food. The return flight was very different.
JetBlue
7.3
Good
2,922 reviews
Copa Airlines
7.6
Good
1,411 reviews

Entertainment

6.8

Boarding

7.8

Food

6.8

Crew

8.1

Overall

7.6

Comfort

7.4

Reviews

1 / 20
4.0
Okay

Anonymous,Jan 2025

PTY - ORD

Our first flight was good. The return flight is a different story. I picked and paid for seat 11D and then checked in with that same seat assignment. When I boarded the plain I somehow had lost that seat and was stuck in a middle seat that I was not happy with for a 5 hour flight. The food was terrible - I could not even eat the chicken and "cheese" sandwich it was so bad. The difference in the two flights was amazing - the one from the Chicago to Panama City was great - seating and food. The return flight was very different.
American Airlines
7.2
Good
10,000 reviews
Copa Airlines
7.6
Good
1,411 reviews

Entertainment

6.8

Boarding

7.8

Food

6.8

Crew

8.1

Overall

7.6

Comfort

7.4

Reviews

1 / 20
4.0
Okay

Anonymous,Jan 2025

PTY - ORD

Our first flight was good. The return flight is a different story. I picked and paid for seat 11D and then checked in with that same seat assignment. When I boarded the plain I somehow had lost that seat and was stuck in a middle seat that I was not happy with for a 5 hour flight. The food was terrible - I could not even eat the chicken and "cheese" sandwich it was so bad. The difference in the two flights was amazing - the one from the Chicago to Panama City was great - seating and food. The return flight was very different.
Air Canada
7.0
Good
9,207 reviews
Copa Airlines
7.6
Good
1,411 reviews

Entertainment

6.8

Boarding

7.8

Food

6.8

Crew

8.1

Overall

7.6

Comfort

7.4

Reviews

1 / 20
4.0
Okay

Anonymous,Jan 2025

PTY - ORD

Our first flight was good. The return flight is a different story. I picked and paid for seat 11D and then checked in with that same seat assignment. When I boarded the plain I somehow had lost that seat and was stuck in a middle seat that I was not happy with for a 5 hour flight. The food was terrible - I could not even eat the chicken and "cheese" sandwich it was so bad. The difference in the two flights was amazing - the one from the Chicago to Panama City was great - seating and food. The return flight was very different.

Related info for your journey

Find useful and relevant information for your journey from Boston to Port of Spain. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What are the cheapest airlines flying from Boston to Port of Spain round-trip?

    According to our current data, Air Canada ($417), Copa Airlines ($432), and American Airlines ($524) offers the cheapest pricing from Boston to Port of Spain. Air Canada is 37% cheaper than the average price of flights available within the next 90 days to this destination.

  • What are the cheapest airlines to fly from Boston to Port of Spain one-way?

    To fly one-way, consider booking your trip with Air Canada, which is currently one of the cheapest options available, starting at $185. American Airlines flights start at $236 while deals on Copa Airlines start at $503 one-way.

  • Where are the most common layover locations when flying from Boston to Port of Spain?

    Boston to Port of Spain flights have a layover in New York most of the time.

  • What are some popular things to do or see while on a layover in New York?

    If you're on a layover in New York and looking for things to do, consider visiting Times Square, New York City Center, or Madison Square Garden. Times Square, New York City Center, and Madison Square Garden are located about 13.6 mi, 13.6 mi, and 13.6 mi, respectively from New York John F Kennedy Intl. Travelers in need of a car in New York can rent one for about $72 per day.

  • Where are the least popular layover locations for Boston to Port of Spain flights?

    Of the flights from Boston to Port of Spain that have layovers, the fewest flights stop in Miami.

  • Can I find deals for flights from Boston to Port of Spain that include hotel bookings?

    Yes. In addition to deals on Boston to Port of Spain flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Boston to Port of Spain?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Boston to Port of Spain.

  • Can I find deals for business class flights from Boston to Port of Spain?

    Yes. Cheapflights offers flight deals from Boston to Port of Spain by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Boston to Port of Spain?

    Currently, October is the cheapest month in which you can book a flight from Boston to Port of Spain (average of $435). Flying from Boston to Port of Spain in December is currently the most expensive (average of $710). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

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Alternative routes for Boston to Port of Spain

See prices for flight routes from nearby airports that may be better suited for you.
Boston to Scarborough flights
Hartford to Port of Spain flights
Hyannis to Port of Spain flights

Top 5 airlines flying from Boston to Port of Spain

Discover the top 5 airlines that operate flights from Boston to Port of Spain. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated April 25, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$152Average$184FlexibilityNo cancel feeOn-time62%
Copa AirlinesCheapest$400Average$530FlexibilityNo cancel feeOn-time70%
American AirlinesCheapest$433Average$640FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$444Average$642FlexibilityNo cancel feeOn-time69%
JetBlueCheapest$463Average$647FlexibilityNo cancel feeOn-time62%

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